Diethylamine → Chloro[(S)-(-)-2,2 inverted exclamation mark-bis[di(3,5-xylyl)phosphino]-1,1 inverted exclamation mark-binaphthyl][(2S)-(+)-1-(4-methoxyphenyl)-1-(4-methoxyphenyl-kC)-3-methyl-1,2-butanediamine]ruthenium(II)

HRID 1773165ノート

反応式

HRID 1773165 の反応式
CC1C=CC(C(C)C)=CC=1.[CH3:11][C:12]1[CH:17]=[C:16]([P:18]([C:56]2[CH:61]=[C:60]([CH3:62])[CH:59]=[C:58]([CH3:63])[CH:57]=2)[C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]=2[C:29]2[C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH:32]=[CH:31][C:30]=2[P:39]([C:48]2[CH:53]=[C:52]([CH3:54])[CH:51]=[C:50]([CH3:55])[CH:49]=2)[C:40]2[CH:45]=[C:44]([CH3:46])[CH:43]=[C:42]([CH3:47])[CH:41]=2)[CH:15]=[C:14]([CH3:64])[CH:13]=1.[Cl:65][Ru:66]Cl.C(NCC)C.[CH3:73][CH:74]([C@H:76]([NH2:95])[C:77]([NH2:94])([C:86]1[CH:91]=[CH:90][C:89]([O:92][CH3:93])=[CH:88][CH:87]=1)[C:78]1[CH:83]=[CH:82][C:81]([O:84][CH3:85])=[CH:80][CH:79]=1)[CH3:75]>CO>[CH3:63][C:58]1[CH:57]=[C:56]([P:18]([C:16]2[CH:15]=[C:14]([CH3:64])[CH:13]=[C:12]([CH3:11])[CH:17]=2)[C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]=2[C:29]2[C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH:32]=[CH:31][C:30]=2[P:39]([C:48]2[CH:49]=[C:50]([CH3:55])[CH:51]=[C:52]([CH3:54])[CH:53]=2)[C:40]2[CH:45]=[C:44]([CH3:46])[CH:43]=[C:42]([CH3:47])[CH:41]=2)[CH:61]=[C:60]([CH3:62])[CH:59]=1.[CH3:75][CH:74]([C@H:76]([NH2:95])[C:77]([NH2:94])([C:78]1[CH:79]=[CH:80][C:81]([O:84][CH3:85])=[CH:82][CH:83]=1)[C:86]1[CH:87]=[CH:88][C:89]([O:92][CH3:93])=[CH:90][CH:91]=1)[CH3:73].[Cl-:65].[Ru+:66]

参加物

5

反応物 3

HCID 8021DiethylamineHCID 10964285(2S)-1,1-Bis(4-methoxyphenyl)-3-methylbutane-1,2-diamineHCID 72376324chloro[(S)-2,2'-bis(bis(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II) chloride

生成物 1

HCID 91972051Chloro[(S)-(-)-2,2 inverted exclamation mark-bis[di(3,5-xylyl)phosphino]-1,1 inverted exclamation mark-binaphthyl][(2S)-(+)-1-(4-methoxyphenyl)-1-(4-methoxyphenyl-kC)-3-methyl-1,2-butanediamine]ruthenium(II)収率 98%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

Under a nitrogen gas, [RuCl2(p-cymene)]2 3.07 g (5.0 mmol), (S)-XylBINAP 7.35 g (10.0 mmol) and methanol 110 mL were added to a 200 mL 4-neck flask. The mixture was heated to 50° C. and stirred for 2 hours to prepare [RuCl(p-cymene)((S)-xylbinap)]Cl. The reaction solution was cooling down to room temperature, then diethylamine 736 mg (10 mmol) and (S)-DAIPEN 3.48 g (11.1 mmol) were added to the reaction solution, and stirred for 3 hours at 60° C. After concentration, the residue was dissolved in butyl acetate and the precipitated salts were separated by filtration. The filtrate was concentrated and the mixture added with heptane (110 mL) was cooling down to −10° C. The precipitated crystals were filtered to obtain the title compound (11.62 g) with yield of 98%.

後処理

  1. temperatureThe reaction solution was cooling down to room temperature
  2. stirringstirred for 3 hours at 60° C
  3. concentrationAfter concentration
  4. dissolutionthe residue was dissolved in butyl acetate
  5. customthe precipitated salts were separated by filtration
  6. concentrationThe filtrate was concentrated
  7. additionthe mixture added with heptane (110 mL)
  8. temperaturewas cooling down to −10° C
  9. filtrationThe precipitated crystals were filtered

出典と根拠

ORDレコード
ord-d0c7ecaaa869412f8ffd1554d5c7e171
出典データセット
uspto-grants-2016_02
特許番号
US09255049B2

反応ノート

読み込み中…